How many flights from Charleston to Chicago are non-stop?

In the trailing 90 days, approximately 57.4% of flights from Charleston to Chicago have been non-stop. For flights that include connections, travelers typically experience 2 stopovers. This indicates that direct options are frequently available for this route. Travelers have a good chance of finding a non-stop journey.

How long does it take to fly from Charleston to Chicago?

A direct flight from Charleston to Chicago typically takes about 2 hours and 36 minutes, covering a distance of 1199 kilometers. For flights with one stop, the median travel time increases to approximately 5 hours and 13 minutes. This difference highlights the convenience of choosing a non-stop option when available. The median direct flight duration is 156 minutes.

Should I set a price alert for Charleston to Chicago flights?

Based on historical data from the trailing 30 days, deals for flights from Charleston to Chicago are classified as frequent. This suggests that prices for this route tend to fluctuate regularly, making it beneficial to monitor fares. Setting a price alert could help you capture a more favorable price as new deals emerge. The frequent availability of deals indicates a dynamic pricing environment.

Flights From Charleston

To Chicago

Cheap Flights from Charleston to Chicago

Browse current best options from Charleston. Become a member to unlock all deals and get alerts when new deals appear.

Deals from

Charleston

RatePunk searches hundreds of travel sites at once for deals on flights to Chicago

Prices updated 5 days ago

402 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated Jul 12, 2026.)

Today’s best flight deals from Charleston to Chicago

Explore current cheapest deals departing from Charleston to Chicago

Round trip

Sort by: Cheapest

August 17 - August 19

Cheapest

Best

CHS - Chicago

$169

$202

Round trip

August 27 - August 31

Cheapest

Best

CHS - Chicago

$166

$202

Round trip

August 13 - August 19

Cheapest

Best

CHS - Chicago

$161

$202

Round trip

August 12 - August 17

Cheapest

CHS - Chicago

$168

$202

Round trip

August 6 - August 11

Cheapest

Best

Earliest

CHS - Chicago

$168

$202

Round trip

August 12 - August 13

Cheapest

CHS - Chicago

$174

$202

Round trip

September 3 - September 7

Cheapest

CHS - Chicago

$149

$202

Round trip

October 3 - October 5

Cheapest

Best

CHS - Chicago

$159

$202

Round trip

August 8 - August 15

Best

CHS - Chicago

$160

$203

Round trip

August 15 - August 22

Best

CHS - Chicago

$157

$203

Round trip

Unlock all 500+ flight deals to Chicago and get alerts when great deals appear

Charleston to Chicago: Overview

Insights for flights from Charleston to Chicago

Flights from Charleston to Chicago typically span a distance of 1199 kilometers, classifying this as a short-haul route. This means you can expect a relatively quick journey between the two cities. Right now, fares to Chicago from Charleston are below the typical level, with recent prices for cheap flights from Charleston to Chicago typically ranging from $317–$403, and a median fare of $331. Only 1% of recent fares were classified as a good price.

When is the cheapest time to fly from Charleston to Chicago? The data indicates that April is often the most affordable month, with a median fare of $245. Other cost-effective months include January, with a median fare of $298, and September, where the median fare is $317. Planning your trip during these months could result in lower travel costs.

For this route, 57.4% of recent fares are non-stop, meaning a meaningful share are non-stop, while the rest connect once. When connecting itineraries are involved, the typical number of connections is 2. New deals for this route appear almost daily, offering frequent opportunities to find suitable flights.

How long is the flight from Charleston to Chicago? A typical journey from Charleston to Chicago takes about 2h 36m. This duration represents the median flight time, including both direct and connecting itineraries. For non-stop flights, the median duration is also 2h 36m, while connecting flights have a median duration of 5h 27m.

How much is a round trip from Charleston to Chicago

Regular price: $126 - $318

Prices for flights from Charleston to Chicago are currently within the regular range.

The regular price range for flights from Charleston to Chicago is between $126 and $318. The current lowest deal is $202 with United Airlines, for travel from Aug 17-Aug 19.

now $202

Low $126

High $318

The cheapest time to fly from Charleston to Chicago

The cheapest month to fly from Charleston to Chicago is April, with a median price of $269. The most expensive month is June, with a median price of $674. Prices are generally lower from January to December.

April

Cheapest

Flights from $269

June

Most Expensive

Flights from $674

Jan

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Charleston to Chicago

American Airlines

Last-minute flights going from Charleston to Chicago

Tue, Aug 4

⌛ Last-Minute

CHS - Chicago

Charleston (CHS) - Chicago (ORD)

$174

$203

One-way

Tue, Aug 4

⌛ Last-Minute

CHS - Chicago

Charleston (CHS) - Chicago (ORD)

$174

$203

One-way

Tue, Aug 4

⌛ Last-Minute

CHS - Chicago

Charleston (CHS) - Chicago (ORD)

$304

$213

One-way

Tue, Aug 4

⌛ Last-Minute

CHS - Chicago

Charleston (CHS) - Chicago (ORD)

Breeze Airways

$286

$229

One-way

Tue, Aug 4

⌛ Last-Minute

CHS - Chicago

Charleston (CHS) - Chicago (ORD)

$304

$252

One-way

Wed, Aug 5

⌛ Last-Minute

CHS - Chicago

Charleston (CHS) - Chicago (ORD)

$285

$203

One-way

Biggest price drops on these dates for flights from Charleston to Chicago

1 night

Aug 4 - Aug 5

$326 → $257

21%

3 nights

Aug 1 - Aug 4

$323 → $257

20%

4 nights

Aug 1 - Aug 5

$323 → $257

20%

3 nights

Aug 23 - Aug 26

$306 → $245

20%

Popular Airports to fly from Charleston to Chicago

Charleston - Chicago route insights

💸 Price insights

Recent fares are below the typical level.

Recent fares from Charleston to Chicago have been below the typical level at a median of $331.

📅 Best time to fly

April is historically the cheapest month to fly.

Historically, April is the cheapest month to fly from Charleston to Chicago, with a median price of $245.

⏱️ Flight duration

Direct flights average 2h 36m.

Direct flights from Charleston to Chicago typically take 2 hours and 36 minutes, covering 1199 km.

✈️ Airlines & availability

57.4% of recent flights are direct.

Historically, 57.4% of flights from Charleston to Chicago are direct, with connecting flights having 2 stopovers.

🏆 Airline highlight

American Airlines offers direct flights.

American Airlines is an available carrier for direct flights on the Charleston to Chicago route.

🎯 Booking tip

Deals appear frequently on this route.

Deals for flights from Charleston to Chicago appear frequently, with a good price share of 1%.

Charleston main airports to depart from

Charleston International (CHS)

Cheapest

Charleston International is a convenient option for flights from Charleston to Chicago.

📍 ~17 km from Charleston (reachable by car)

💸 Flights from ~$202

Chicago main airports to arrive at

Chicago Midway International (MDW)

Cheapest

Midway International Airport is a convenient arrival option for flights to Chicago from Charleston.

📍 ~14 km from Chicago city center (reachable by public transport, car).

💸 Flights from ~$202

Chicago Rockford International (RFD)

Chicago Rockford International Airport offers an alternative arrival point for flights to Chicago from Charleston.

📍 ~126 km from Chicago city center (reachable by car).

💸 Flights from ~$265

O Hare International (ORD)

O'Hare International Airport is a major hub for flights to Chicago from Charleston.

📍 ~25 km from Chicago city center (reachable by public transport, car).

💸 Flights from ~$202

Airports nearby Chicago used as alternative

General Mitchell International (MKE)

General Mitchell International offers significant carrier presence and direct flight options for Chicago travelers.

📍 ~135 km from Chicago (reachable by train or car)

💸 Flights from ~$248

Gerald R. Ford International (GRR)

Gerald R. Ford International provides a robust domestic network with legacy and low-cost airlines.

📍 ~200 km from Chicago (reachable by car)

💸 Flights from ~$262

Dane County Regional (MSN)

Dane County Regional is a reliable regional hub with efficient operations and good amenities for travelers.

📍 ~200 km from Chicago (reachable by car)

💸 Flights from ~$262

South Bend International (SBN)

Cheapest

South Bend International is the closest alternative airport to the Chicago metro area.

📍 ~120 km from Chicago (reachable by train or car)

💸 Flights from ~$207

Fort Wayne International (FWA)

Fort Wayne International offers multiple cabin classes and solid connectivity for eastern domestic destinations.

📍 ~230 km from Chicago (reachable by car)

💸 Flights from ~$265

Business & First Class Flight Deals to Chicago

Chicago, United States

44% AI deal score

$2,675

Frequently Asked Questions About Flights to Chicago

Historically, the optimal booking window for flights from Charleston to Chicago is typically 14-27 days before departure. During this period, the average price observed was $257. Booking within 0-6 days of departure typically sees a higher average price of $433, while booking 7-13 days out shows an even higher average of $696. Planning your trip within the 14-27 day window generally offers the most favorable pricing.

Across the trailing quarter, a good price for a flight from Charleston to Chicago is considered to be $317 or less. The median price for this route historically stands at $331. Prices can vary, with 75% of fares observed being $403 or less. Aiming for a fare around $317 will put you in a favorable position based on past trends.

Historically, April has been the most affordable month to fly from Charleston to Chicago, with a median price of $245. January also offers competitive pricing, with a median of $298. The annual median price for this route is $331, indicating that certain months offer significant savings. September, with a median of $317, is also among the cheaper months.

Related routes

Consider alternative routes from Charleston

Flights from Charleston to Amsterdam Flights from Charleston to Athens Flights from Charleston to Bangkok Flights from Charleston to Barcelona Flights from Charleston to Cleveland Flights from Charleston to Copenhagen Flights from Charleston to Dubai Flights from Charleston to Dublin Flights from Charleston to Faro Flights from Charleston to Florence Flights from Charleston to Fort Myers Flights from Charleston to Frankfurt